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ID: ALA1133494

Journal: Bioorg Med Chem Lett

Title: Inhibitors of bacterial tyrosyl tRNA synthetase: synthesis of four stereoisomeric analogues of the natural product SB-219383.

Authors: Berge JM, Copley RC, Eggleston DS, Hamprecht DW, Jarvest RL, Mensah LM, O'Hanlon PJ, Pope AJ.

Abstract: Synthetic analogues of the microbial metabolite SB-219383 have been synthesised with defined stereochemistry. Densely functionalised hydroxylamine containing amino acids were prepared by the addition of a glycine anion equivalent to sugar-derived cyclic nitrones. One of four stereoisomeric dipeptides incorporating these novel amino acids was found to be a potent and selective inhibitor of bacterial tyrosyl tRNA synthetase, suggesting analogous stereochemistry of the natural product.

CiteXplore: 10969974

DOI: 10.1016/s0960-894x(00)00348-6